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Check-in
08Dec2025Select date
Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

Hotel Details

320 Simonton Street, Key West, Florida, United States, 33040
-
Steps from Mallory Square
Perfect
9.2
/10
4.7
/5

Simonton Court Historic Inn & Cottages - An adults-only oasis with four pools, historic cottages, and tropical gardens in Old Town

Set on two meticulously landscaped acres in Old Town, this Key West hotel features four shimmering pools surrounded by flowering vines and palm fronds. The property encompasses restored Victorian and Conch architecture, including 1880s cigar workers' cottages and a historic mansion. Simonton Court Historic Inn & Cottages offers 30 unique rooms across five buildings, with accommodations ranging from petite queens to two-story cottages with lofts. The cottages showcase exposed Dade County pine, wood floors, and private porches with swings and rocking chairs. Guest rooms include air conditioning, minibars, and tea/coffee facilities, while some units feature pool views or direct pool access. A complimentary continental breakfast is served daily, and the property maintains an honor bar. Located just off Duval Street, Simonton Court places guests within 0.5 miles of Mallory Square, Key West Aquarium, and the Truman Little White House.

Pros

Four 24-hour swimming pools accessible to all guests

Private porches with swings and rocking chairs in cottage accommodations

Complimentary welcome drinks and daily continental breakfast

Secluded tropical gardens with brick pathways

Cons

Adults-only policy excludes families with children under 18

Limited on-site dining options beyond breakfast service

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Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.
Cottage
2 persons
1 King-size bed
Air conditioning
Deluxe King Room
2 persons
1 King-size bed
Air conditioning
King Suite Pool View
2 persons
1 King-size bed
Pool view
Air conditioning
Queen Room
2 persons
1 King-size bed
Air conditioning
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Facilities

Hotel has comfortable rooms, premium services, and a prime downtown location

General

  • Non-smoking rooms
  • Free Wi-Fi
  • On-site car park
  • Safe deposit box
  • 24-hour reception
  • No pets allowed
  • Security
  • Adults only
  • Luggage storage
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Diving
  • Snorkelling
  • Canoeing
  • Cycling
  • Golf course
  • Fishing

Services

  • Housekeeping
  • Laundry
  • Dry cleaning
  • Tours/Ticket assistance
  • Grocery shopping service

Business

  • Fax/Photocopying

Spa & Leisure

  • Outdoor swimming pool
  • Sun loungers
  • Garden area

Room features

  • Air conditioning
  • Mini-bar
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities
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Location

320 Simonton Street, Key West, Florida, United States, 33040
Map view
320 Simonton Street, Key West, Florida, United States, 33040
Nearby
Duval Street
Duval Street
510 m
511 Caroline St
Curry Mansion
210 m
Event hall
San Carlos Institute Casa Cuba
500 m
Garden
Nancy Forrester's Secret Garden
410 m
Museum
Ripley's Believe It or Not
510 m
Gallery
The Studios of Key West
50 m
Museum
Mel Fisher Maritime Heritage Museum
520 m
Garden
Audubon House and Tropical Gardens
510 m
Mallory Square between Whitehead and Wall sts.
Memorial Sculpture Garden
640 m
Church
Saint Paul's Episcopal Church of Key West
160 m
322 Duval St
The Oldest House
170 m
Square
Key West-Florida Keys Historical Military Memorial
510 m
Gallery
7 Artists & Friends Gallery
180 m
490 Whitehead St
US 1 Mile Marker 0
460 m
534 Fleming St
KEPart Studio-Gallery
210 m
Gallery
Gallery on Greene
230 m
410 Caroline St Between Duval and Whitehead Streets
Key West Pirates Well
250 m
519 Duval St
Peter Lik Gallery Key West
300 m
Restaurants
Hard Rock Cafe
230 m
313 Duval St
Fogarty's
280 m
227 Duval St
Fat Tuesday
200 m
305 Duval St
Faustos Food Palace
230 m
522 Fleming St
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Mallory Square
Mallory Square
9 minutes' walk
A vibrant waterfront plaza known for sunset celebrations, featuring local artists and live performers, perfect for family fun.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
13 minutes' walk
The former residence of author Ernest Hemingway, offering guided tours and iconic six-toed cats in a lush garden setting.
Truman Little White House
Truman Little White House
8 minutes' walk
The historic retreat of President Harry S. Truman, showcasing preserved artifacts and offers insightful guided tours.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
18 minutes' walk
A tropical haven teeming with free-flying butterflies and exotic birds, featuring unique garden trails and educational presentations.
Snorkeling Adventures
0 minutes' drive
Guided snorkeling trips available nearby, showcasing colorful reefs and marine life, suitable for all skill levels.
Yoga on the Beach
5 minutes driving
Relaxing beach yoga sessions suitable for all abilities, available mornings at nearby beaches, often requiring prior booking.
Bike Rentals
3 minutes' walk
Easily accessible bike rentals to explore Key West's scenic routes and hidden gems at your own pace.
Hard Rock Cafe
Hard Rock Cafe
3 minutes' walk
Familiar American chain offering burgers and memorabilia in a vibrant setting, known for its friendly atmosphere.
Fogarty's
Fogarty's
4 minutes' walk
Relaxed eatery serving fresh seafood and steak with a lively bar atmosphere, perfect for families and couples alike.
Fat Tuesday
Fat Tuesday
3 minutes' walk
Casual spot specializing in frozen cocktails and New Orleans-inspired fare, great for a fun, laid-back dining experience.
Sloppy Joe's Bar
5 minutes' walk
Iconic bar featuring live music and a lively atmosphere each night, a must-visit for those seeking local nightlife.
Key West Theater
3 minutes' drive
Local theater showcasing a variety of performances, including music and comedy, promoting a vibrant arts scene.
Key West's Sunset Celebration
9 minutes' walk
Nightly gathering at Mallory Square featuring street performers and artisan vendors, an unforgettable family-friendly experience.
Getting around
City Centre
Key West26 min  ·  2.1 km
Airports
Key West International (EYW)10 min  ·  6.3 km
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site (reservation might be needed) at USD 30 per day.
Internet
is available in public areas for free.
Breakfast
At the hotel Simonton Court Historic Inn & Cottages guests are invited to a full breakfast served for free. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
30
Former name
simonton court historic inn & guesthouse
FAQs
About Simonton Court Historic Inn & Cottages
What is the check-in and check-out time at Simonton Court Historic Inn & Cottages?
Check-in is at 15:00 and check-out is at 11:00.
What is the distance from Simonton Court Historic Inn & Cottages to the Southernmost Point?
The Southernmost Point of the continental United States is a 5-minute drive from the inn.
Is there parking available at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, and a reservation is needed.
What amenities are available in the rooms at Simonton Court Historic Inn & Cottages?
Rooms include Wi-Fi, air conditioning, a multi-channel TV, a refrigerator, and a balcony or patio.
What dining options does Simonton Court Historic Inn & Cottages provide?
A complimentary light continental breakfast is included for all guests.
What amenities are provided for recreation at Simonton Court Historic Inn & Cottages?
Guests can enjoy four outdoor pools, bicycle rentals, and beautiful gardens.
What is the nearest airport to Simonton Court Historic Inn & Cottages?
The hotel is approximately 4 km from Key West International Airport.
What attractions are nearby Simonton Court Historic Inn & Cottages?
Nearby attractions include the Ernest Hemingway Home and Museum (3 minutes by car) and Mallory Square (2 minutes by car).
What languages do the staff at Simonton Court Historic Inn & Cottages speak?
The staff are fluent in English.
Does Simonton Court Historic Inn & Cottages provide services for guests' convenience?
The hotel offers a daily housekeeping service and a concierge service.

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